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(3S,4S)-3-[(2R,3R,4R,5S,6S)-6-(acetyloxymethyl)-3,5-dihydroxy-4-[(2R,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyl-5-[(1R)-1-(2-methylpropanoyloxy)ethyl]oxan-2-yl]oxyoxan-2-yl]-2,4-dihydroxy-6-imino-5-oxocyclohexene-1-carboxylic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 08911de3-1b13-472b-a5de-2bca8b205b46
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (3S,4S)-3-[(2R,3R,4R,5S,6S)-6-(acetyloxymethyl)-3,5-dihydroxy-4-[(2R,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyl-5-[(1R)-1-(2-methylpropanoyloxy)ethyl]oxan-2-yl]oxyoxan-2-yl]-2,4-dihydroxy-6-imino-5-oxocyclohexene-1-carboxylic acid
SMILES (Canonical) CC1C(C(CC(O1)OC2C(C(OC(C2O)C3C(C(=O)C(=N)C(=C3O)C(=O)O)O)COC(=O)C)O)OC)(C(C)OC(=O)C(C)C)O
SMILES (Isomeric) C[C@@H]1[C@]([C@@H](C[C@@H](O1)O[C@H]2[C@H]([C@@H](O[C@@H]([C@H]2O)[C@@H]3[C@@H](C(=O)C(=N)C(=C3O)C(=O)O)O)COC(=O)C)O)OC)([C@@H](C)OC(=O)C(C)C)O
InChI InChI=1S/C28H41NO16/c1-9(2)27(38)43-11(4)28(39)10(3)42-15(7-14(28)40-6)45-25-19(31)13(8-41-12(5)30)44-24(23(25)35)17-20(32)16(26(36)37)18(29)22(34)21(17)33/h9-11,13-15,17,19,21,23-25,29,31-33,35,39H,7-8H2,1-6H3,(H,36,37)/t10-,11-,13+,14-,15+,17+,19+,21+,23-,24-,25+,28-/m1/s1
InChI Key IYCUDHZLMCVJNG-DURKXJPBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H41NO16
Molecular Weight 647.60 g/mol
Exact Mass 647.24253422 g/mol
Topological Polar Surface Area (TPSA) 269.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -1.63
H-Bond Acceptor 16
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4S)-3-[(2R,3R,4R,5S,6S)-6-(acetyloxymethyl)-3,5-dihydroxy-4-[(2R,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyl-5-[(1R)-1-(2-methylpropanoyloxy)ethyl]oxan-2-yl]oxyoxan-2-yl]-2,4-dihydroxy-6-imino-5-oxocyclohexene-1-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5728 57.28%
Caco-2 - 0.8615 86.15%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6560 65.60%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8298 82.98%
OATP1B3 inhibitior + 0.9163 91.63%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4513 45.13%
P-glycoprotein inhibitior + 0.6479 64.79%
P-glycoprotein substrate + 0.6802 68.02%
CYP3A4 substrate + 0.6941 69.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8902 89.02%
CYP3A4 inhibition - 0.9182 91.82%
CYP2C9 inhibition - 0.8016 80.16%
CYP2C19 inhibition - 0.8065 80.65%
CYP2D6 inhibition - 0.8842 88.42%
CYP1A2 inhibition - 0.8709 87.09%
CYP2C8 inhibition + 0.4710 47.10%
CYP inhibitory promiscuity - 0.7238 72.38%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5969 59.69%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9065 90.65%
Skin irritation - 0.7779 77.79%
Skin corrosion - 0.9327 93.27%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5850 58.50%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.5192 51.92%
skin sensitisation - 0.7844 78.44%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5524 55.24%
Acute Oral Toxicity (c) III 0.6276 62.76%
Estrogen receptor binding + 0.8015 80.15%
Androgen receptor binding + 0.6145 61.45%
Thyroid receptor binding - 0.5562 55.62%
Glucocorticoid receptor binding + 0.6552 65.52%
Aromatase binding + 0.6743 67.43%
PPAR gamma + 0.7117 71.17%
Honey bee toxicity - 0.7348 73.48%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.7594 75.94%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.36% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.83% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.92% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.95% 98.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 92.50% 97.21%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.29% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 90.97% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.15% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.36% 96.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.31% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 87.17% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.77% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.42% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.40% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.25% 95.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.55% 89.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.87% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.57% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.49% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.32% 96.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.31% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.89% 94.33%
CHEMBL221 P23219 Cyclooxygenase-1 80.89% 90.17%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.48% 92.78%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163109922
LOTUS LTS0056883
wikiData Q105122666